The Journal of Organic Chemistry

Unsaturated heterocyclic systems. LXXIX. Alkali metal reduction of oxepins

LA Paquette, T McCreadie

Index: Paquette,L.A.; McCreadie,T. Journal of Organic Chemistry, 1971 , vol. 36, p. 1402 - 1405

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Citation Number: 4

Abstract

The alkali metal reduction of 2, 7-dimethyloxepin and 3-benzoxepin was investigated for comparison with 2-methoxyazocines which undergo ready conversion to azocinyl dianions. In agreement with MO theory, these oxepins do not give rise to oxepinyl dianions. 2, 7- Dimethyloxepin was found to give initially octa-4, 6-dien-2-one which with excess potassium was further reduced to 4-octen-2-one. Under analogous conditions, 3-benzoxepin ...

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